Adewale

Adewale (1692-1758) was a Trinidadian pirate and freedom fighter. A pirate since he escaped his plantation in 1708, he served as the first mate to the famous pirate Edward Kenway on his vessel Jackdaw, and later became the captain of his own ship, Experto Crede. He allied with the Maroons of Augustin Dieufort in Saint-Domingue (Haiti) against the French, British, and Spanish authorities that enslaved Africans, and freed many of the slaves from their Caribbean plantations.

Black Flag
Adewale was born in Trinidad to an enslaved African family, and worked on a sugar plantation. In 1708, when pirates raided the plantation, he killed his slave master and stole a box of sugar, joining the pirates in their pillaging. A welcome addition, he learned the skills of seafaring and piracy. In 1715, however, his ship ran aground off Havana, Cuba, and he was captured by the New Spain authorities. Adewale was sent with the Spanish treasure fleet to Spain, where he was to become an interpreter. However, he made an escape alongside fellow imprisoned pirate Edward Kenway off the south coast of Florida, and they took over one of the Spanish brigs. The two of them escaped and gathered a crew of other imprisoned pirates, and they made off in the vessel. They renamed it "the Jackdaw", and Adewale was his First Mate.

Kenway and Adewale worked together well, and they captured a large haul of Spanish and British shipping in the Caribbean, especially at Ambergris Key off British Honduras (Belize). Adewale joined Edward in being initiated into the secret Assassin Order in 1718, and Adewale was in on Edward's Assassin activities. In October 1722, when Edward Kenway retired and returned home to England, Adewale sadly parted ways with him, and he resumed his career as a pirate.

French and Indian War
Eventually, he came into the service of Mentor Achilles Davenport, the leader of the Colonial Assassins. Adewale was a veteran leader of the Assassin Order, and he continued to support the freeing of Maroon slaves from the French. Adewale left for the "Homestead" in Massachusetts in 1751 after the Port-au-Prince Earthquake, during which the Templar Order gained control of the Precursor Box (a strong artifact). Adewale assisted Achilles in the search for the item, and he made the acquaintance of Achilles' new recruit Shay Cormac in 1752. In 1756, however, Shay defected to the Templar Order after his use of the Precursor Box and the Voynich Manuscript led to an earthquake in Lisbon, Portugal. Adewale commanded Experto Crede in battle against Shay at the battle of Louisbourg in June 1758, but he failed to sink his ship Morrigan and was forced to retreat.

Shay tracked him down to Vieille Carriere, Canada soon after the battle. Adewale was supposed to be in Fort Blanc refitting his ship after the battle, and he moved to Ile Des Pins. Shay infiltrated the island as Adewale argued with Edward's son (and now Templar Grand Master, not having known that his father was an Assassin) Haytham Kenway. Adewale was ambushed when Shay, hiding in a bush, took a long shot and fired his pistol at Adewale's head. Adewale was mortally wounded, and he died after insulting Shay's betrayal.